HCID 59316794, 화합물 → 3-Bromo-4-propan-2-yloxybenzoic acid

HRID 423310

반응식

HRID 423310 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[O:14][CH:15]([CH3:17])[CH3:16])[C:5]([O:7]C(C)C)=[O:6]>C(O)C.[OH-].[Na+]>[Br:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[O:14][CH:15]([CH3:17])[CH3:16])[C:5]([OH:7])=[O:6]

참가 물질

4

반응물 1

HCID 59316794HCID 59316794, 화합물

생성물 1

HCID 166412393-Bromo-4-propan-2-yloxybenzoic acid수율 90.1%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 14798Sodium Hydroxide용매

실험 절차

A solution of 1-methylethyl 3-bromo-4-[(1-methylethyl)oxy]benzoate (D20) (2.36 g, 7.84 mmol) in ethanol (100 mL) and aqueous sodium hydroxide (2M, 39 mL) was heated to reflux for 5 h. The reaction mixture was concentrated in vacuo and partitioned between ethyl acetate (125 mL) and water (125 mL), the latter acidified with 2M HCl (40 mL). The aqueous layer was extracted with further ethyl acetate (70 mL) and the combined organic extracts dried (phase separator) and concentrated in vacuo to give the title compound as an off-white solid (1.83 g, 7.06 mmol). δH (methanol-d4, 400 MHz): 8.05 (1H, d), 7.89 (1H, dd), 7.23 (1H, d), 4.79 (1H, septet), 1.32 (6H, d). MS (ES): C10H11BrO3 requires 258, 260; found 257, 259 (M−H+).

후처리

  1. temperatureto reflux for 5 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. custompartitioned between ethyl acetate (125 mL) and water (125 mL)
  4. extractionThe aqueous layer was extracted with further ethyl acetate (70 mL)
  5. customthe combined organic extracts dried (phase separator)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5c607905d4ab44b29efe6001a7200569
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101775B2

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